WO2005009133A1 - Combinaisons d'herbicides contenant des sulfonamides specifiques - Google Patents

Combinaisons d'herbicides contenant des sulfonamides specifiques Download PDF

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Publication number
WO2005009133A1
WO2005009133A1 PCT/EP2004/007834 EP2004007834W WO2005009133A1 WO 2005009133 A1 WO2005009133 A1 WO 2005009133A1 EP 2004007834 W EP2004007834 W EP 2004007834W WO 2005009133 A1 WO2005009133 A1 WO 2005009133A1
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WO
WIPO (PCT)
Prior art keywords
general
application rate
herbicides
plants
methyl
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PCT/EP2004/007834
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German (de)
English (en)
Inventor
Erwin Hacker
Martin Hess
Frederic Top
Wolfgang Benz
Markus Dollinger
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Bayer Cropscience Gmbh
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Application filed by Bayer Cropscience Gmbh filed Critical Bayer Cropscience Gmbh
Priority to PL04763233T priority Critical patent/PL1651047T3/pl
Priority to EA200600134A priority patent/EA200600134A1/ru
Priority to DE502004005767T priority patent/DE502004005767D1/de
Priority to BRPI0413103-7A priority patent/BRPI0413103A/pt
Priority to AU2004259166A priority patent/AU2004259166B2/en
Priority to DK04763233T priority patent/DK1651047T3/da
Priority to SI200430619T priority patent/SI1651047T1/sl
Priority to EP04763233A priority patent/EP1651047B1/fr
Publication of WO2005009133A1 publication Critical patent/WO2005009133A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof

Definitions

  • the invention is in the technical field of pesticides which are useful against harmful plants e.g. can be used in crops and contain as active ingredients a combination of at least three herbicides.
  • Harmful plants can be only partially offset by higher application rates of herbicides, z. B. because often the selectivity of the herbicides is deteriorated or an effect improvement does not occur even at higher application rate. In part, the selectivity in cultures can be improved by adding safeners. Generally, however, there is always a need for methods to achieve the herbicidal effect with less application rate of drugs. A lower application rate not only reduces the amount of an active ingredient required for the application, but generally also reduces the amount of necessary formulation auxiliaries. Both reduce the economic effort and improve the environmental compatibility of the herbicide treatment.
  • One way to improve the application profile of a herbicide may be to combine the active ingredient with one or more other active ingredients consist.
  • phenomena of physical and biological incompatibility often occur in the combined use of several active ingredients, eg. B. lack of stability in a coformulation, decomposition of an active ingredient or antagonism of the active ingredients.
  • herbicidal active compounds from the group of sulfonamides or their salts in combination with certain structurally different herbicides in a particularly favorable manner cooperate, e.g. when used in crops in which the herbicides, optionally with the addition of safeners, may be selective.
  • the invention thus provides herbicide combinations having an effective content of components (A), (B) and (C)
  • (C) means one or more herbicides which are selectively active in some monocotyledonous crops against monocotyledonous and / or dicotyledonous harmful plants from the group of compounds consisting of (indication with the "common name” and a reference site, eg from "The Pesticide Manual” 12th Ed ., British Crop Protection Council 2000, abbreviated to “PM”, or 10, from “The Pesticide Manual” edition, 1994, British Crop Protection Council) (C1) diflufenican, for example 2 ', 4 I-difluoro-2- ( ⁇ , ⁇ , ⁇ -trifluoro-m-tolyloxy) nicotinanilide, Pesticide Manual, 10th ed. 1994, pp.
  • halosulfuron in particular also comprising its esters, such as halosulfuron-methyl and its salts, such as the sodium salt ( PM, pp.
  • N - [[[4'-methoxy-6- (trifluoromethyl) -1, 3,5-triazin-2-yl] amino] carbonyl] -2-trifluoromethylbenzenesulfonamide), (application rate in general: 1-500 g AS / ha, preferably 5-200 g AS / ha, application rate ratio (A + B): C in general 200: 1 - 1: 250, preferably 100: 1 - 1: 200), (C6) picolinafen, in particular including the same Salts such as the sodium salt (PM, p.
  • Clodinafop eg (R) -2- [4- (5-chloro-3-fluoro-2-pyridy_xy) -benzenoxy] -propionic acid, including in particular also the_ Application form as Clodinafop-propargyl, Pesticide Manual, 10th ed. 1994, pp.
  • flamprop including flamprop-M, eg ⁇ -benzoyl / V- (3 -chloro-4-fluorophenyl) -DL-alanine and ⁇ / benzoyl- ⁇ / - (3-chloro-4-fluorophenyl) -D-alanine, including, inter alia, flamprop-methyl, flamprop-M-methyl, flamprop- M-isopropyl, Pesticide Manual, 10th ed., 1994, pp.
  • MCPA eg (4-chloro-2-methylphenoxy) acetic acid
  • MCPA-butotyl e.g (4-chloro-2-methylphenoxy) acetic acid
  • MCPA-dimethylammonium e.g., MCPA-butotyl
  • MCPA-dimethylammonium e.g., MCPA-isoctyl
  • MCPA-potassium MCPA-sodium
  • Pesticide Manual 10th ed 1994, pp.
  • C32 Dicamba for example 3,6-dichloro-o-anisic acid, used inter alia as dicamba-dimethylammonium, dicamba-potassium, dicamba-sodium, dicambastrolamine, Pesticide Manual, 10th ed. 1994, pp.
  • C in general 20: 1 - 1: 1500, preferably 2: 1 - 1: 1200), (C36) bifenox, eg methyl 5- (2,4-dichlorophenoxy) -2-nitrobenzoate, Pesticide Manual, 10, ed. 1994, pp.
  • Thifensulfuron eg 3- (4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl) thiophene-2-carboxylic acid, most commonly used as thifensulfuron-methyl, Pesticide Manual, 10th Ed. 1994 , Pp.
  • C50 sulfosulfuron (MON37500), e.g. 1- (4,6-dimethoxypyrimidin-2-yl) -3- (2-ethylsulfonylimidazo [1,2-a] pyridin-3-yl) sulfonylurea, (PM, pp.
  • glyphosate eg / V- (phosphonomethyl) glycine, which is preferably as glyphosate-isopropylammonium, glyphosate-sesqualt-sodium, Glyphosate-trimesium is used, Pesticide Manual, 10th ed.
  • Sulfonamides such as sulfonylureas include salts formed by replacement of a hydrogen atom on the sulfonamide group by a cation
  • the herbicides C1, C2, C4, C8, C9, C11-C16, C18, C21, C22, C23, C24, C27, C40, C43, C47-C53, C58-C61, C63, C64 are particularly suitable for use as herbicides
  • the herbicides C17, C19, C20, C25, C26, C54-C56 are particularly suitable for controlling monocotyledonous weeds
  • the herbicides C3, C5, C6, C7, C10, C28-C39, C41, C42, C44 , C45, C46, C57, C62 are particularly suitable for controlling dicotyledonous harmful plants.
  • the herbicidal combinations according to the invention have a herbicidally active content of components (A), (B) and (C) and may contain further components, eg. As agrochemical agents of other types and / or conventional plant protection additives and / or formulation auxiliaries, or together with these. They are herbicide combinations Favor .die one have synergistically effective content of components (A), (B) and (C).
  • the herbicide combinations according to the invention have, in a preferred embodiment, synergistic effects.
  • the synergistic effects may e.g. When co-application of the active ingredients (A), (B) and (C) are observed, but they can often be detected even with staggered application of the active ingredients (splitting application). It is also possible to use the individual herbicides or herbicide combinations in several portions (sequence application), z. Pre-emergence applications, followed by post-emergence applications or early post-emergence applications, followed by mid-late post-emergence applications. Preference is given to the joint or the timely application of the active ingredients of the herbicidal combination according to the invention.
  • the synergistic effects allow a reduction in the application rates of the individual active ingredients, a higher potency at the same rate, the control of previously unrecognized species (gaps), an extension of the period of application and / or a reduction in the number of necessary individual applications and - as a result for the user - economically and ecologically more beneficial weed control systems.
  • Preferred compounds of the formula (I) and salts thereof are 3- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) -1- (2-methoxycarbonyl-5-iodophenyl-sulfonyl) urea (iodosulfuron-methyl, A1), and its salts such as the sodium salt (iodosulfuron-methyl-sodium, A2) (see, eg, WO 92/13845 and PM, pp. 547-548).
  • Preferred compounds of formula (II) and their salts are methyl 2- ( ⁇ [(4-methyl-5-oxo-3-propoxy-4,5-dihydro-1H-1,2,4-triazol-1-yl ) carbonyl] amino ⁇ sulfonyl) benzoyl (propoxycarbazone, B1) and salts thereof the sodium salt (propoxycarbazone sodium, B2) (see eg US 5,534,486 and Z. PfIKrankh Pflasterschutz, Sonderh. XVII, 545-553 (2000)).
  • the named active compounds of the formula (I) and (II) and their salts can inhibit the enzyme acetolactate synthase (ALS) and thus the protein synthesis in plants.
  • the application rate of the active compounds of the formula (I) and (II) and salts thereof can vary within wide ranges, for example between 0.001 and 0.5 kg ai / ha. Insofar as the abbreviation AS / ha is used in this description, this means “active substance per hectare", based on 100% active ingredient.
  • the active compounds of the formula (I) and (II) and their salts preferably the active compounds (A1), (A2), (B1) and (B2), a relatively wide range of annual and perennial weeds, grass weeds and cyperaceae are pre- and postemergence controlled Combinations according to the invention are generally lower, eg in the range from 0.1 to 200 g AS / ha, preferably from 0.5 to 150 g AS / ha.
  • the active ingredients may e.g. water soluble wettable powder (WP), water dispersible granules (WDG), water emulsifiable granules (WEG), suspoemulsion (SE) or oldispersion concentrate (e.g., oil suspension concentrate) (OD).
  • WP water soluble wettable powder
  • WDG water dispersible granules
  • WEG water emulsifiable granules
  • SE suspoemulsion
  • oldispersion concentrate e.g., oil suspension concentrate
  • the generally used ratios (A + B): C are given above and denote the weight ratio of the components (A + B) and C to each other.
  • the weight ratio of components A and B to one another is generally 1: 100-60: 1, preferably 1: 80-40: 1.
  • a safener for the application of the active compounds of the formula (I) and (II) and their salts in plant crops, it may be expedient, depending on the crop, to apply a safener above certain application rates in order to avoid or prevent possible damage to the crop.
  • suitable crops Safeners are those which develop safener action in combination with sulfonamide herbicides, preferably phenylsulfonamides. Suitable safeners are known, for example, from WO-A-96/14747 and the literature cited therein.
  • the following groups of compounds are suitable, for example, as safeners for the abovementioned herbicidal active compounds (A) and (B): a) compounds of the type of dichlorophenylpyrazoline-3-carboxylic acid (S1), preferably compounds such as 1- (2,4-dichlorophenyl) -5- (ethoxycarbonyl) -5-methyl-2-pyrazoline-3-carboxylic acid ethyl ester (S1-1, mefenpyr-diethyl, PM, p 594-595), and related compounds, as described, for example, in WO 91/07874 and PM (P.594-595), b) derivatives of dichlorophenylpyrazolecarboxylic acid, preferably compounds such as ethyl 1- (2,4-dichlorophenyl) -5-methyl-pyrazole-3-carboxylate (S1-2), 1- (2,4 -Dichlorophenyl) -5-isopropyl-pyr
  • compounds of the (5-chloro-8-quinolinoxy) -malonic acid type preferably compounds such as (5-chloro-8-quinolinoxy) -malonic acid diethyl ester, (5-chloro-8-quinolinoxy) -malonic acid diallyl ester, Chloro-8-quinolinoxy) -malonic acid methyl ethyl ester and related compounds as described in EP-A-0 582 198.
  • Active substances of the phenoxyacetic or propionic acid derivatives or of the aromatic carboxylic acids for example 2,4-dichlorophenoxyacetic acid (ester) (2,4-D), 4-chloro-2-methylphenoxypropionic ester (mecoprop) , MCPA or 3,6-dichloro-2-methoxy-benzoic acid (ester) (Dicamba).
  • dichloroacetamide-type drugs often referred to as Pre-emergence safeners (soil-active safeners) are used, such as.
  • the herbicides (A) and (B) are optionally suitable in the presence of safeners for controlling harmful plants in plant crops, for example in economically important crops such as cereals (eg wheat, barley, rye, oats, rice, corn, millet), sugar beet, Sugar cane, rape, cotton and soy.
  • cereals eg wheat, barley, rye, oats, rice, corn, millet
  • sugar beet e.g., sugar beet, Sugar cane, rape, cotton and soy.
  • monocotyledonous crops such as cereals, in particular wheat, barley, rye, oats, crossings thereof such as triticale, rice, corn and millet.
  • these cultures are also preferred.
  • herbicide combinations which, in addition to the components (A), (B) and (C), also contain one or more further agrochemical active substances of a different structure, such as herbicides, insecticides, fungicides or safeners.
  • the preferred conditions explained in particular for combinations (A) + (B) + (C) according to the invention also apply primarily insofar as they contain the combinations (A) + (B) + (C) according to the invention and with respect to the relevant Combination (A) + (B) + (C).
  • each of the abovementioned herbicide combinations may also contain one or more safeners, in particular a safener such as mefenpyr-diethyl (S1-1), isoxadifen-ethyl (S1-9) and cloquintocet-mexyl (S2-1).
  • a safener such as mefenpyr-diethyl (S1-1), isoxadifen-ethyl (S1-9) and cloquintocet-mexyl (S2-1).
  • S1-1 mefenpyr-diethyl
  • S1-9 isoxadifen-ethyl
  • S2-1 cloquintocet-mexyl
  • Examples include the following herbicide combinations.
  • herbicides (A) with one or more herbicides (B) and one or more herbicides (C), eg a herbicide (A) with a herbicide (B) and one or more Herbicides (C).
  • Examples of herbicide combinations according to the invention comprising a plurality of herbicides C) are those which contain the following herbicidal combinations as component C): C 1 + C 18, C 1 + C 15 - C 35 - C 29, C 35 + C 1, C 44 - + C 45, C 43 C45, C18 + C1, C46 + C32, C33 + C34 + C35 or C48 + C57, wherein preferably as components (A) and (B) the compounds (A1) + (B1), (A1) + (B2), (A2) + (B1) or ( A2) + (B2), in particular (A1) + (B2), and in addition a safener such as (S1-1), (S1-9) or (S2-1) may be contained, in particular (S1-1 ).
  • a safener such as (S1-1), (S1-9) or (S2-1) may be contained, in particular (S1-1 ).
  • herbicide combinations according to the invention can be used together with other agrochemical active compounds, for example from the group of safeners, fungicides, herbicides, insecticides and plant growth regulators or customary in plant protection additives and formulation auxiliaries.
  • Additives are, for example, fertilizers and dyes. The above-mentioned application rates and application rates ratios are preferred in each case.
  • the combinations according to the invention have an excellent herbicidal activity against a broad spectrum of economically important monocotyledonous and dicotyledonous harmful plants. Even difficult to control perennial weeds, which expel from rhizomes, rhizomes or other permanent organs, are well detected by the active ingredients. It does not matter whether the substances are applied in the pre-sowing, pre-emergence or postemergence process. Preferably, the application is postemergence or early seed seeding pre-emergence.
  • Apera spica venti On the monocotyledonous weed side, for example, Apera spica venti, Avena spp., Alopecurus spp., Brachiaria spp., Digitaria spp., Lolium spp., Echinochloa spp., Panicum spp., Phalaris spp., Poa spp., Setaria spp ⁇ and Bromus spp.
  • Polygonum spp. Sida spp., Sinapis spp., Solanum spp., Stellaria spp., Veronica spp. and Viola spp., Xanthium spp., Paphaver rhoeas spp., Centaurea spp. on the annals page as well as Convolvulus, Cirsium, Rumex and Artemisia spp. at the perennial weeds.
  • the herbicide combinations according to the invention are applied to the surface of the earth before germination, either the emergence of the weed seedlings is completely prevented or the weeds grow up to the cotyledon stage, but then cease their growth and finally die off completely after a lapse of three to four weeks ,
  • the herbicidal compositions according to the invention are distinguished by a rapidly onset and long-lasting herbicidal action.
  • the rainfastness of the active ingredients in the combinations according to the invention is generally favorable.
  • a particular advantage is the fact that the effective and used in the combinations dosages of compounds (A), (B) and (C) can be set so low that their soil effect is optimally low. Thus, their use is not only possible in sensitive cultures, but groundwater contaminations are virtually avoided.
  • the combination of active substances according to the invention enables a considerable reduction in the required application rate of the active ingredients.
  • the effect in the combinations is stronger than the expected sum of the effects of the individual herbicides used.
  • the synergistic effects allow a reduction in the application rate, the control of a broader spectrum of weeds and weeds, a faster use of herbicidal activity, a longer lasting effect, better control of harmful plants with only one or a few applications and an extension of the possible period of application.
  • Amount of harmful ingredients, such as nitrogen or oleic acid, and their entry into the soil reduced.
  • the combinations according to the invention have excellent herbicidal activity against monocotyledonous and dicotyledonous harmful plants, the crop plants are damaged only insignificantly or not at all.
  • the agents according to the invention have in some cases outstanding growth-regulatory properties in the crop plants. They regulate the plant's metabolism and can thus be used to specifically influence plant ingredients and facilitate harvesting, eg by triggering desiccation and stunted growth. Furthermore, they are also suitable for the general control and inhibition of undesirable vegetative growth, without killing the plants. Inhibition of vegetative growth plays a major role in many monocotyledonous and dicotyledonous cultures Role, since crop losses during storage can thereby be reduced or completely prevented.
  • compositions according to the invention can be used for combating harmful plants in genetically modified crops or those obtained by mutation selection.
  • crops are usually characterized by particular advantageous properties, such as resistance to herbicidal agents or resistance to plant diseases or pathogens of plant diseases such as certain insects or microorganisms such as fungi,
  • Other special properties relate to z. B. the crop in terms of quantity, quality, shelf life, composition and special ingredients.
  • transgenic plants with increased starch content or altered quality of the starch or those with other fatty acid composition of the crop e.g. transgenic plants with increased starch content or altered quality of the starch or those with other fatty acid composition of the crop.
  • transgenic crop plants for the purpose of modifying the starch synthesized in the plants (eg WO 92/11376, WO 92/14827, WO 91/19806), transgenic crop plants which have resistance to other herbicides, for example, have been described in several cases against sulfonylureas (US-A-5013659), transgenic crops capable of producing Bacillus thuringiensis toxins (Bt toxins) which render the plants resistant to certain pests (EP-A-0142924, EP-A-0193259) .
  • Transgenic crop plants with modified fatty acid composition (WO 91/13972).
  • nucleic acid molecules can be introduced into plasmids that allow mutagenesis or sequence alteration by recombination of DNA sequences.
  • z For example, base substitutions are made, partial sequences are removed, or natural or synthetic sequences are added.
  • adapters or linkers can be attached to the fragments.
  • the production of plant cells having a reduced activity of a gene product can be achieved, for example, by the expression of at least one corresponding antisense RNA, a sense RNA to obtain a cosuppression effect or the expression of at least one appropriately engineered ribozyme which specifically cleaves transcripts of the above gene product.
  • DNA molecules can be used which comprise the entire coding sequence of a gene product, including possibly existing flanking sequences, as well as DNA molecules which are only parts of the. , include coding sequence, which parts must be long enough to cause an antisense effect in the cells. It is also possible to use DNA sequences which have a high degree of homology to the coding sequences of a gene product, but are not completely identical.
  • the synthesized protein may be located in any compartment of the plant cell. But to achieve the localization in a particular compartment, z.
  • the coding region can be linked to DNA sequences that ensure localization in a particular compartment.
  • the transgenic plant cells can be regenerated to whole plants by known techniques.
  • the transgenic plants may in principle be plants of any plant species, i. both monocotyledonous and dicotyledonous plants.
  • the present invention furthermore relates to a method for controlling unwanted plant growth (for example harmful plants such as weeds or undesired crop plants), preferably in crops such as cereals (eg wheat, barley, rye, oats, crossings thereof such as triticale, rice, maize, millet) , Sugar beet, sugarcane, rapeseed, cotton and soybeans, more preferably in monocotyledonous crops such as cereals, eg Wheat, barley, rye, oats, crossbreeds, such as triticale, rice, maize and millet, which comprise one or more herbicides of type (A) containing one or more herbicides of type (B) and one or more herbicides of type (C) together or separately, eg in pre-emergence, post-emergence or pre-emergence, on the plants, e.g. Harmful plants, plant parts, plant seeds or the area on which the plants grow, e.g. applied the acreage.
  • crops such
  • Undesirable plants are to be understood as meaning all plants which grow in places where they are undesirable. This can be harmful plants (eg weeds or undesired crop plants), for example those which are resistant to certain herbicidal active substances such as glyphosate, atrazine, glufosinate or imidazolinone.
  • the plant cultures may also be genetically engineered or obtained by mutation selection and are preferably tolerant to acetolactate synthase (ALS) inhibitors.
  • ALS acetolactate synthase
  • the invention also provides the use of the herbicidal combinations according to the invention of compounds (A) + (B) + (C) for controlling harmful plants, preferably in plant crops.
  • herbicidal compositions of the invention may also be used non-selectively to control undesired plant growth, e.g. in plantation crops, on roadsides, squares, industrial plants or railway facilities.
  • the active compound combinations according to the invention can be used both as mixed formulations of components (A), (B) and (C), if appropriate with further agrochemical active ingredients, additives and / or customary
  • Formulation aids are present, which are then diluted in the usual manner with water used, or prepared as so-called tank mixes by co-diluting the separately formulated or partially separately formulated components with water.
  • the components (A), (B) and (C) can also be formulated separately and applied separately, so that the combination of active substances according to the invention forms at the site of application.
  • the compounds (A), (B) and (C) or combinations thereof can be formulated in various ways, depending on which biological and / or chemical-physical parameters are given. As a general
  • Formulation options are for example in question: wettable powder (WP), water-soluble concentrates, emulsifiable concentrates (EC), aqueous solutions (SL), emulsions (EW) such as oil-in-water and water-in-oil emulsions, sprayable solutions or emulsions, suspension concentrates (SC), dispersions based on oil or water, suspoemulsions, dusts (DP), mordants, Granules for soil or litter application or water-dispersible granules (WG), ULV formulations, microcapsules or waxes.
  • WP wettable powder
  • EC emulsifiable concentrates
  • SL aqueous solutions
  • EW emulsions
  • SC suspension concentrates
  • dispersions based on oil or water suspoemulsions
  • dusts DP
  • mordants Granules for soil or litter application
  • WG water-dispersible granules
  • ULV formulations micro
  • Injectable powders are water-uniformly dispersible preparations which in addition to the active ingredient except a diluent or inert surfactants ionic or nonionic surfactants (wetting agents, dispersants), eg polyoxethylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, alkanesulfonates or alkylbenzenesulfonates, ligninsulfonsaures Sodium, 2,2'- dinaphthylmethane-6,6'-disulfonic acid sodium, dibutylnaphthalene-sulfonic acid sodium or oleoylmethyltaurine acid.
  • a diluent or inert surfactants ionic or nonionic surfactants (wetting agents, dispersants), eg polyoxethylated alkylphenols, polyethoxylated fatty alcohols or fatty amines, alkanes
  • Emulsifiable concentrates are prepared by dissolving the active ingredient in an organic solvent, e.g. Butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons with the addition of one or more ionic or nonionic surfactants (emulsifiers) produced.
  • organic solvent e.g. Butanol, cyclohexanone, dimethylformamide, xylene or higher-boiling aromatics or hydrocarbons
  • ionic or nonionic surfactants emulsifiers
  • emulsifiers which may be used are alkylarylsulfonic acid calcium salts such as calcium dodecylbenzenesulfonate or nonionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide-ethylene oxide condensation products, alkyl polyethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters or polyoxyethylene sorbitol esters.
  • alkylarylsulfonic acid calcium salts such as calcium dodecylbenzenesulfonate
  • nonionic emulsifiers such as fatty acid polyglycol esters, alkylaryl polyglycol ethers, fatty alcohol polyglycol ethers, propylene oxide-ethylene oxide condensation products, alkyl polyethers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters or polyoxyethylene
  • Dusts are obtained by grinding the active ingredient with finely divided solids, e.g. Talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
  • finely divided solids e.g. Talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.
  • SC Suspension concentrates
  • SC can be water or oil based. They may be prepared, for example, by wet-milling using commercially available bead mills and, if appropriate, adding further surfactants, as described, for example, in US Pat. upstairs with the others
  • Emulsions e.g. Oil-in-water emulsions (EW), for example, by means of
  • Granules can be prepared either by spraying the active ingredient on adsorptive, granulated inert material or by applying
  • Active substance concentrates by means of adhesives for example polyvinyl alcohol, polyacrylic acid sodium or else mineral oils, the surface of carriers such as sand, Kaolinite or granulated inert material. It is also possible to granulate suitable active ingredients in the manner customary for the production of fertilizer granules, if desired in admixture with fertilizers.
  • Water-dispersible granules are generally prepared by the usual methods such as spray drying, fluidized bed granulation, plate granulation, mixing with high-speed mixers and extrusion without solid inert material.
  • spray drying for example methods in "Spray-Drying Handbook” 3rd ed. 1979, G. Goodwin Ltd., London; JE Browning, "Agglomeration", Chemical and Engineering 1967, pages 147 ff .; Perry's Chemical Engineer's Handbook, 5th Ed., McGraw-Hill, New York 1973, pp. 8-57.
  • the agrochemical formulations generally contain from 0.1 to 99% by weight, in particular from 2 to 95% by weight, of the active substances of types A and / or B and / or C, the following concentrations being customary depending on the type of formulation:
  • the active substance concentration is eg about 10 to 95 wt .-%, the balance to 100 wt .-% consists of conventional formulation ingredients.
  • the drug concentration may be e.g. 5 to 80 wt .-%, amount.
  • Dusty formulations usually contain 5 to 20 wt .-% of active ingredient, sprayable solutions about 0.2 to 25 wt .-% of active ingredient.
  • the active ingredient content depends, in part, on whether the active compound is liquid or solid and which granulating agents and fillers are used. As a rule, the content of the water-dispersible granules is between 10 and 90% by weight.
  • the active substance formulations mentioned optionally contain the customary adhesion, wetting, dispersing, emulsifying, preserving, antifreeze and solvent, fillers, colorants and carriers, defoamers,
  • the herbicidal action of the herbicidal combinations according to the invention can be improved, for example, by surface-active substances, preferably by wetting agents from the series of fatty alcohol polyglycol ethers.
  • the fatty alcohol polyglycol ethers preferably contain 10 to 18 C atoms in the fatty alcohol radical and 2 to 20 ethylene oxide units in the polyglycol ether section.
  • the fatty alcohol polyglycol ethers can be nonionic or ionic, for example in the form of fatty alcohol polyglycol ether sulfates, available, for example, as alkali metal salts (eg sodium and potassium salts) or ammonium salts, or as alkaline earth metal salts are used, such as C 12 / C ⁇ - fatty alcohol diglykolethersulfat- sodium (Genapol ® LRO, Clariant GmbH); See, for example, EP-A-0476555, EP-A-0048436, EP-A-0336151 or US-A-4,400,196 and Proc. EWRS Symp. "Factors Affecting Herbicidal Activity and Selectivity", 227-232 (1988).
  • Nonionic fatty alcohol polyglycol ethers are, for example, 2 - 20, preferably 3 - 15 ethylene oxide units containing (C-IO C-is) -, preferably (Ci4-C ⁇ o) -Fettalkohol- polyglycol ethers (for example isotridecyl alcohol polyglycol ether), for example from the Genapol ® X - row as Genapol ® X-030, Genapol ® X-060, Genapol ® X-080 or Genapol ® X-150 (all from Clariant GmbH).
  • Genapol ® X - row as Genapol ® X-030, Genapol ® X-060, Genapol ® X-080 or Genapol ® X-150 (all from Clariant GmbH).
  • the present invention further comprises the combination of herbicides (A), (B) and (C) with the aforementioned wetting agents from the series of fatty alcohol polyglycol ethers, preferably 10-18 C atoms in the fatty alcohol moiety and 2-20 ethylene oxide moieties in the polyglycol ether moiety contained and nonionic or ionic (eg as fatty alcohol polyglycol ether) may be present.
  • herbicides (A), (B) and (C) with the aforementioned wetting agents from the series of fatty alcohol polyglycol ethers, preferably 10-18 C atoms in the fatty alcohol moiety and 2-20 ethylene oxide moieties in the polyglycol ether moiety contained and nonionic or ionic (eg as fatty alcohol polyglycol ether) may be present.
  • C ⁇ 2 / C ⁇ 4 fatty alcohol diglycol ether sulfate sodium (Genapol ® LRO, Clariant GmbH) and isotridecyl alcohol polyglycol ether having 3-15 ethylene oxide units, for example from the Genapol ® X series, such as Genapol ® X-030, Genapol ® X -060, Genapol ® X-080 and Genapol ® X-150 (all from Clariant GmbH).
  • fatty alcohol polyglycol ethers such as nonionic or ionic fatty alcohol polyglycol ethers (for example fatty alcohol polyglycol ether sulfates), are also suitable as penetration aids and activity enhancers for a number of other herbicides, inter alia also for herbicides from the series of imidazolinones (cf. A-0502014).
  • fatty alcohol polyglycol ethers such as nonionic or ionic fatty alcohol polyglycol ethers (eg fatty alcohol polyglycol ether) are also suitable as penetration aids and effect enhancers for a number of other herbicides, including for herbicides from the series of imidazolinones (see for example EP-A -0,502,014).
  • the herbicidal action of the herbicidal combinations according to the invention can also be enhanced by the use of vegetable oils.
  • vegetable oils refers to oils derived from oil-yielding plant species such as soybean oil, rapeseed oil,
  • the vegetable oils are preferably esters of C ⁇ o-C 22 -, preferably C 2 -C 20 -
  • the C- ⁇ o-C 22 fatty acid esters are for example esters of unsaturated or saturated C ⁇ o-C 22 -fatty acids, in particular with straight carbon atomic number, eg erucic acid, lauric acid, palmitic acid and in particular C 8 fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.
  • C 10 -C 22 -fatty acid esters are esters obtained by reacting glycerol or glycol with the C ⁇ o-C 22 fatty acids obtained as those contained in oils from oil-plant species, for example, or C. -C 20 -alkyl-C ⁇ oC 22 fatty acid esters, as obtained for example by transesterification of the aforementioned glycerol or glycol C 10 -C 22 fatty acid esters with -CC 20 alcohols (eg, methanol, ethanol, propanol or
  • Butanol can be obtained.
  • the transesterification can be carried out by known methods, such as e.g. are described in Rompp Chemie Lexikon, 9th edition, Volume 2, page J 34ä-_Thieme Verlag Stuttgart.
  • C 1 -C 4 -alkyl-C 1 -C 4 fatty acid esters are methyl esters, ethyl esters, propyl esters, butyl esters, 2-ethylhexyl esters and dodecyiesters.
  • Preferred glycol and glycerol-C 0 -C 22 fatty acid esters are the uniform or mixed Glycol esters and glycerol esters of C ⁇ o-C 22 fatty acids, in particular those fatty acids having an even number of carbon atoms, eg erucic acid, lauric acid, palmitic acid and in particular C 18 fatty acids such as stearic acid, oleic acid, linoleic acid or linolenic acid.
  • the vegetable oils can be present in the inventive herbicidal compositions, for example in the form of commercially available oil-containing formulation additives, in particular those (hereinafter referred Victorian Chemical Company, Australia, Hasten, main constituent: rapeseed oil ethyl ester) based on rapeseed oil such as Hasten ®, Actirob ® B (Novance, France, hereinafter ActirobB called, main component:
  • Rapsölmethylester Rapsölmethylester
  • Rako-Binol ® Boyer AG, hereinafter referred to as Rako-Binol called Germany, main constituent: rapeseed oil
  • Renol ® Stefes called Renol, Germany, vegetable oil ingredient: Rapsölmethylester
  • Stefes Mero ® Stefes, Germany, termed Mero called, main component: rapeseed oil methyl ester
  • the present invention comprises combinations of herbicides (A), (B) and (C) with the abovementioned vegetable oils, such as rapeseed oil, preferably in the form of commercially available oil-containing formulation additives, in particular those based on rapeseed oil, such as Hasten® (Victorian Chemical , hereinafter referred Company, Australia Hasten, main constituent: rapeseed oil ethyl ester), Actirob ® B (Novance, France, hereinafter ActirobB called main ingredient: Rapsölmethylester), Rako-binol ® (Bayer AG, hereafter referred to, Germany Rako-binol, main ingredient: rapeseed oil) , called Renol ® (Stefes, Germany Renol, vegetable oil ingredient:
  • rapeseed oil preferably in the form of commercially available oil-containing formulation additives, in particular those based on rapeseed oil, such as Hasten® (Victorian Chemical , herein
  • Rapeseed oil methyl ester Rapeseed oil methyl ester
  • Stefes Mero® Stefes, Germany, hereinafter referred to as Mero, main constituent: rapeseed oil methyl ester
  • the present in commercial form formulations are optionally diluted in the usual manner, for example in wettable powders, emulsifiable concentrates, dispersions and water-dispersible granules by means of Wasser.Bufaubförmige preparations, soil or granulated granules, and sprayable Solutions are usually no longer diluted with other inert substances before use.
  • the active substances can be applied to the plants, plant parts, plant seeds or the acreage (field soil), preferably to the green plants and plant parts and optionally additionally to the field soil.
  • One possibility of the application is the joint application of the active ingredients in the form of tank mixes, wherein the optimally formulated concentrated formulations of the individual active ingredients are mixed together in the tank with water and the resulting spray mixture is discharged.
  • Formulation of the combination of active ingredients (A), (B) and (C) according to the invention has the advantage of easier applicability.
  • a dust is obtained by mixing 10 parts by weight of an active substance / active substance mixture and 90 parts by weight of talc as an inert material and comminuting in a hammer mill.
  • a wettable powder readily dispersible in water is obtained by mixing 25 parts by weight of an active substance mixture, 64 parts by weight of kaolin-containing quartz as inert substance, 10 parts by weight of lignosulfonic acid potassium and 1 part by weight of oleoylmethyltaurine sodium as a wetting and dispersing agent and grinding in a pin mill.
  • a readily water-dispersible dispersion concentrate is obtained by mixing 20 parts by weight of an active compound / active compound mixture with 6 parts by weight Alk lphenolpolyglykolether (Triton ® X 207), 3 parts by weight of isotridecanol polyglycol ether (8 EO) and 71 wt .
  • Alk lphenolpolyglykolether Triton ® X 207
  • isotridecanol polyglycol ether 8 EO
  • paraffinic mineral oil (boiling range, for example, about 255 to 277 ° C) mixed and ground in a .Reibkugelmühle to a fineness of less than 5 microns.
  • An emulsifiable concentrate is obtained from 15 parts by weight of an active compound / active substance mixture, 75 parts by weight of cyclohexanone as solvent and 10 parts by weight of ethoxylated nonylphenol as emulsifier.
  • a water-dispersible granules are obtained by mixing 75 parts by weight of an active ingredient / active ingredient mixture, 10 parts by weight of calcium lignosulfonate, 5 parts by weight of sodium lauryl sulfate, 3 parts by weight of polyvinyl alcohol and 7 parts by weight of kaolin Grinded on a pin mill and granulated the powder in a fluidized bed by spraying water as Granulier crampkeit.
  • a water-dispersible granule is also obtained by adding 25 parts by weight of an active substance / active substance mixture, 5 parts by weight of sodium 2,2'-dinaphthylmethane-6,6'-disulfonate, 2 parts by weight of oleoylmethyltaurine sodium , 1 part by weight of polyvinyl alcohol, 17 parts by weight of calcium carbonate and 50 parts by weight of water homogenized and pre-crushed on a colloid mill, then grinded on a bead mill and the resulting suspension in a spray tower by means of a Einstoffdüse atomized and dried.
  • an active substance / active substance mixture 5 parts by weight of sodium 2,2'-dinaphthylmethane-6,6'-disulfonate, 2 parts by weight of oleoylmethyltaurine sodium , 1 part by weight of polyvinyl alcohol, 17 parts by weight of calcium carbonate and 50 parts by weight of water homogenized and pre-crushed on
  • the seeds or rhizome pieces of the harmful plants and crops were laid out or were present in the soil and grown under natural field conditions.
  • the treatment with the active ingredients or active ingredient combinations was carried out after, before and / or after emergence of the plants usually in the 2- to 4-leaf stage in different dosages with a water application rate of 100 to 400 l / ha.

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention concerne des combinaisons d'herbicides possédant des propriétés améliorées en tant qu'agents phytosanitaires et présentant une teneur efficace en composants (A), (B) et (C). (A) représente un ou plusieurs herbicides sélectionnés dans le groupe des composés de formule (I) et leurs sels; (B) représente un ou plusieurs herbicides sélectionnés dans le groupe des composés de formule (II) et leurs sels; et (C) représente un ou plusieurs herbicides présentant une efficacité sélective contre des adventices monocotylédones et/ou dicotylédones dans des cultures monocotylédones.
PCT/EP2004/007834 2003-07-28 2004-07-15 Combinaisons d'herbicides contenant des sulfonamides specifiques WO2005009133A1 (fr)

Priority Applications (8)

Application Number Priority Date Filing Date Title
PL04763233T PL1651047T3 (pl) 2003-07-28 2004-07-15 Kompozycje herbicydów z określonymi sulfonoamidami
EA200600134A EA200600134A1 (ru) 2003-07-28 2004-07-15 Гербицидные комбинации с особыми сульфонамидами
DE502004005767T DE502004005767D1 (de) 2003-07-28 2004-07-15 Herbizid-kombinationen mit speziellen sulfonamiden
BRPI0413103-7A BRPI0413103A (pt) 2003-07-28 2004-07-15 combinações herbicidas com sulfonamidas especiais
AU2004259166A AU2004259166B2 (en) 2003-07-28 2004-07-15 Herbicide combinations with specific sulfonamides
DK04763233T DK1651047T3 (da) 2003-07-28 2004-07-15 Herbicidekombinationer med specielle sulfonamider
SI200430619T SI1651047T1 (sl) 2003-07-28 2004-07-15 Herbicidne kombinacije s posebnimi sulfonamidi
EP04763233A EP1651047B1 (fr) 2003-07-28 2004-07-15 Combinaisons d'herbicides contenant des sulfonamides specifiques

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DE10334304A DE10334304A1 (de) 2003-07-28 2003-07-28 Herbizid-Kombinationen mit speziellen Sulfonamiden
DE10334304.0 2003-07-28

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DE (2) DE10334304A1 (fr)
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CN102946714A (zh) * 2009-09-01 2013-02-27 巴斯夫农业化学产品公司 耐受除草剂的植物
CN102027959B (zh) * 2009-09-28 2013-06-12 南京华洲药业有限公司 一种含二氯吡啶酸与绿麦隆的增效除草组合物及其应用
US10258044B2 (en) 2013-08-09 2019-04-16 Bayer Cropscience Aktiengesellschaft Ternary herbicide combinations
CN111787799A (zh) * 2018-02-28 2020-10-16 拜耳公司 减少作物损害的方法

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DE102005059470A1 (de) * 2005-12-13 2007-06-14 Bayer Cropscience Ag Insektizide Zusammensetzungen mit verbesserter Wirkung
WO2009089165A2 (fr) * 2008-01-07 2009-07-16 Auburn University Combinaisons d'herbicides et de phytoprotecteurs
MX2010008635A (es) * 2008-02-05 2010-12-21 Arysta Lifescience North America Llc Formulación sólida de compuesto activo con bajo punto de fusión.
WO2009102689A2 (fr) * 2008-02-12 2009-08-20 Arysta Lifescience North America, Llc Procédé de lutte contre une végétation non souhaitée
PT108561B (pt) * 2015-06-16 2017-07-20 Sapec Agro S A Mistura herbicida
US20220132854A1 (en) 2019-02-19 2022-05-05 Gowan Company, L.L.C. Stable liquid compositions and methods of using the same

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WO1998012923A1 (fr) * 1996-09-23 1998-04-02 Bayer Aktiengesellschaft Herbicides selectifs a base d' arylsulfonylaminocarbonyltriazolinones
WO2002001957A1 (fr) * 2000-06-30 2002-01-10 Bayer Cropscience Ag Herbicides selectifs a base d'arylsulfonylaminocarbonyltriazolinones
WO2003015520A1 (fr) * 2001-07-21 2003-02-27 Bayer Cropscience Gmbh Combinaisons herbicides contenant des sulfonylurees specifiques
WO2003028450A2 (fr) * 2001-09-27 2003-04-10 Syngenta Participations Ag Composition herbicide

Cited By (6)

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Publication number Priority date Publication date Assignee Title
CN102946714A (zh) * 2009-09-01 2013-02-27 巴斯夫农业化学产品公司 耐受除草剂的植物
CN102946714B (zh) * 2009-09-01 2017-10-10 巴斯夫农业化学产品公司 耐受除草剂的植物
CN102027959B (zh) * 2009-09-28 2013-06-12 南京华洲药业有限公司 一种含二氯吡啶酸与绿麦隆的增效除草组合物及其应用
US10258044B2 (en) 2013-08-09 2019-04-16 Bayer Cropscience Aktiengesellschaft Ternary herbicide combinations
US11291208B2 (en) 2013-08-09 2022-04-05 Bayer Cropscience Aktiengesellschaft Ternary herbicide combinations
CN111787799A (zh) * 2018-02-28 2020-10-16 拜耳公司 减少作物损害的方法

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DE10334304A1 (de) 2005-03-10
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US20050070437A1 (en) 2005-03-31
AU2004259166B2 (en) 2010-06-10
AR045115A1 (es) 2005-10-19
AU2004259166A1 (en) 2005-02-03
PL1651047T3 (pl) 2008-05-30
DE502004005767D1 (de) 2008-01-31
EA200600134A1 (ru) 2006-08-25
ATE381264T1 (de) 2008-01-15
DK1651047T3 (da) 2008-05-05
EP1651047A1 (fr) 2006-05-03

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